2-Iodoadenosine → 2-{3-[1-((2-Methoxy)phenoxycarbanoyl)piperidin-4-yl]propyn-1-yl}adenosine

HRID 1363982

反応式

HRID 1363982 の反応式
[CH2:1]([CH:4]1[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[O:19][CH3:20])=[O:11])[CH2:6][CH2:5]1)[C:2]#[CH:3].I[C:22]1[N:23]=[C:24]([NH2:40])[C:25]2[N:26]=[CH:27][N:28]([C:38]=2[N:39]=1)[C@@H:29]1[O:37][C@H:34]([CH2:35][OH:36])[C@@H:32]([OH:33])[C@H:30]1[OH:31]>>[CH3:20][O:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[O:12][C:10]([N:7]1[CH2:8][CH2:9][CH:4]([CH2:1][C:2]#[C:3][C:22]2[N:23]=[C:24]([NH2:40])[C:25]3[N:26]=[CH:27][N:28]([C:38]=3[N:39]=2)[C@@H:29]2[O:37][C@H:34]([CH2:35][OH:36])[C@@H:32]([OH:33])[C@H:30]2[OH:31])[CH2:5][CH2:6]1)=[O:11]

参加物

3

反応物 2

HCID 1696622-IodoadenosineHCID 578388762-Methoxyphenyl 4-(prop-2-ynyl)piperidine-1-carboxylate

生成物 1

HCID 250941842-{3-[1-((2-Methoxy)phenoxycarbanoyl)piperidin-4-yl]propyn-1-yl}adenosine

実験手順

2-Methoxyphenyl 4-(prop-2-ynyl)piperidine-1-carboxylate (0.565 g, 2.067 mmol) was added to a solution of 2-iodoadenosine (0.650 g, 1.653 mmol) according to general procedure 2: yield 775 mg, 87%. 1H NMR (CD3OD) δ 8.30 (s, 1H), 7.24-7.17, 7.09-7.04, 6.97-6.91 (3×m, 4H), 5.96 (d, 1H, J=6.5 Hz), 4.74 (dd, 1H, J=5.1, J=6.4 Hz), 4.43-4.32 (m, 2H), 4.25-4.16 (m, 2H), 3.96-3.89, 3.82 (s, 3H), 3.80-3.74, (2×m, 2H), 3.07, 2.92 (2×br t, 2H), 2.51 (d, 2H, J=6.0 Hz), 2.03-1.85, 1.60-1.35 (2×m, 5H). 13C NMR (CD3OD) δ 157.3, 155.5, 153.1, 150.2, 147.5, 142.6, 141.9, 127.6, 124.1, 121.7, 120.4, 113.7, 91.3, 88.3, 86.7, 82.2, 75.5, 72.6, 64.7, 63.5, 56.4, 45.8, 36.6, 32.5, 26.5, 25.2. LRMS ESI (M+H+) 539.1. HPLC rt=5.1 min.

後処理

  1. customHPLC rt=5.1 min.

出典と根拠

ORDレコード
ord-25fb55b8a35549c9908860b37dd5dc59
出典データセット
uspto-grants-2011_02
特許番号
US07888329B2

関連ノート

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